Question 1

Consider the following structure.  
-If named as an annulene, the name would be [ __ ] annulene.

Accepted Answer

16

Question 2

Which of the following represents the energy levels of the molecular orbitals of cyclopentadienyl anion?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
A) 1 
B) 2 
C) 3 
D) 4 A

Question 3

What are the two major organic products obtained from the following reaction?

Accepted Answer

The answer of What are the two major organic products...

Question 4

Which of the following statements is not true about the structure of benzene?

Accepted Answer

A) six atomic 2p-orbitals overlap to form six $\pi$-molecular orbitals 
B) there are three bonding $\pi$-molecular orbitals and three $\pi$-antibonding molecular orbitals 
C) the ground state electronic configuration of benzene has six electrons in three $\pi$-bonding molecular orbitals 
D) the bonds alternate in length around the ring 
A) six atomic 2p-orbitals overlap to form six $\pi$-molecular orbitals 
B) there are three bonding $\pi$-molecular orbitals and three $\pi$-antibonding molecular orbitals 
C) the ground state electronic configuration of benzene has six electrons in three $\pi$-bonding molecular orbitals 
D) the bonds alternate in length around the ring

Question 5

Consider the cycloheptatrienyl anion. Complete the following questions by filling in the blank with the appropriate word.
-Consider the following compound.   When treated with acidic K2Cr2O7 the product would be classified as a ___________.

Accepted Answer

Question 6

Phenols are stronger acids than alcohols because of the resonance stabilization of alkoxide ions.

Accepted Answer

A) True 
 B)False

Question 7

What are the relative positions of the substituents in the following structure?

Accepted Answer

A) anti 
B) meta 
C) ortho 
D) para 
A) anti 
B) meta 
C) ortho 
D) para

Question 8

The following compound should be name as 1-((1S, 3R)-3-methylcyclohexyl)benzene.

Accepted Answer

A) True 
 B)False

Question 9

What is the best choice of reagent to achieve the following reaction?

Accepted Answer

A) H2SO4 
B) NaOH, H2O 
C) K2Cr2O7, H2SO4 
D) H2/Pd 
A) H2SO4 
B) NaOH, H2O 
C) K2Cr2O7, H2SO4 
D) H2/Pd

Question 10

Which of the following is not true about cyclooctatetraene?

Accepted Answer

A) The planar conformation is antiaromatic 
B) In the planar conformation there are two electrons in degenerate nonbonding pi orbitals. 
C) In the tub conformation the pi system is not conjugated 
D) The tub conformation is aromatic 
A) The planar conformation is antiaromatic 
B) In the planar conformation there are two electrons in degenerate nonbonding pi orbitals. 
C) In the tub conformation the pi system is not conjugated 
D) The tub conformation is aromatic

Question 11

What is the IUPAC name of the following compound?

Accepted Answer

3-bromo-4-

Question 12

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Accepted Answer

A) 1 > 2 > 3 
B) 2 > 3 > 1 
C) 3 > 2 > 1 
D) 2 > 1 > 3 
A) 1 > 2 > 3 
B) 2 > 3 > 1 
C) 3 > 2 > 1 
D) 2 > 1 > 3

Question 13

Which of the following is not one of Hückel's criteria for aromaticity?

Accepted Answer

A) The compound must be cyclic 
B) The compound must have one p-orbital on each atom of a ring 
C) The compound must be planar or nearly planar so that there is a continuous overlap of p orbitals 
D) The compound must have a closed loop of six pi electrons 
A) The compound must be cyclic 
B) The compound must have one p-orbital on each atom of a ring 
C) The compound must be planar or nearly planar so that there is a continuous overlap of p orbitals 
D) The compound must have a closed loop of six pi electrons

Question 14

Which is the correct assignment of the names of the following substituted benzenes?

Accepted Answer

A) 1 = phenol; 2 = m-cresol; 3 = toluene 
B) 1 = m-cresol; 2 = resorcinol; 3 = m-xylene 
C) 1 = anisole; 2 = catechol; 3 = m-xylene 
D) 1 = m-cresol; 2 = anisole; 3 = cumene 
A) 1 = phenol; 2 = m-cresol; 3 = toluene 
B) 1 = m-cresol; 2 = resorcinol; 3 = m-xylene 
C) 1 = anisole; 2 = catechol; 3 = m-xylene 
D) 1 = m-cresol; 2 = anisole; 3 = cumene

Question 15

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Accepted Answer

A) 1 > 2 > 3 
B) 2 > 1 > 3 
C) 3 > 2 > 1 
D) 1 > 3 > 2 
A) 1 > 2 > 3 
B) 2 > 1 > 3 
C) 3 > 2 > 1 
D) 1 > 3 > 2

Question 16

What is the approximate length of the carbon-carbon bonds in benzene?

Accepted Answer

A) 110 pm 
B) 121 pm 
C) 139 pm 
D) 156 pm 
A) 110 pm 
B) 121 pm 
C) 139 pm 
D) 156 pm

Question 17

Provide a brief explanation of why furan (below) is aromatic. Your answer should identify the hybridization of the oxygen atom and account for which electrons are in the pi system.

Accepted Answer

The oxygen is sp² hybridized. One lone pa

Question 18

List all of the requirements of a molecule for it to be considered aromatic.

Accepted Answer

An aromatic molecule has an un

Question 19

Answer the following questions concerning sulfathiazole below by filling ieach blank with the appropriate response.  
-The hybridization of the nitrogen atom in sulfathiazole is ______.
A. sp
B. sp2
C. sp3

Accepted Answer

Question 20

Which orbital contains the lone pair on the nitrogen atom of pyridine?

Accepted Answer

A) s 
B) p 
C) sp 
D) sp2 
A) s 
B) p 
C) sp 
D) sp2

Exam 21: Benzene and the Concept of Aromaticity

Consider the following structure. -If named as an annulene, the name would be [ __ ] annulene.

Which of the following represents the energy levels of the molecular orbitals of cyclopentadienyl anion?

What are the two major organic products obtained from the following reaction?

Which of the following statements is not true about the structure of benzene?

Consider the cycloheptatrienyl anion. Complete the following questions by filling in the blank with the appropriate word. -Consider the following compound. When treated with acidic K2Cr2O7 the product would be classified as a ___________.

Phenols are stronger acids than alcohols because of the resonance stabilization of alkoxide ions.

What are the relative positions of the substituents in the following structure?

The following compound should be name as 1-((1S, 3R)-3-methylcyclohexyl)benzene.

What is the best choice of reagent to achieve the following reaction?

Which of the following is not true about cyclooctatetraene?

What is the IUPAC name of the following compound?

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Which of the following is not one of Hückel's criteria for aromaticity?

Which is the correct assignment of the names of the following substituted benzenes?

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

What is the approximate length of the carbon-carbon bonds in benzene?

Provide a brief explanation of why furan (below) is aromatic. Your answer should identify the hybridization of the oxygen atom and account for which electrons are in the pi system.

List all of the requirements of a molecule for it to be considered aromatic.

Answer the following questions concerning sulfathiazole below by filling ieach blank with the appropriate response. -The hybridization of the nitrogen atom in sulfathiazole is ______. A. sp B. sp2 C. sp3

Which orbital contains the lone pair on the nitrogen atom of pyridine?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

Consider the cycloheptatrienyl anion. Complete the following questions by filling in the blank with the appropriate word. -Consider the following compound. When treated with acidic K₂Cr₂O₇ the product would be classified as a ___________.

Answer the following questions concerning sulfathiazole below by filling ieach blank with the appropriate response. -The hybridization of the nitrogen atom in sulfathiazole is ______. A. sp B. sp² C. sp³